Atom-Economic Synthesis of 4-Pyrones from Diynones and Water

Yan-Li Xu; Qing-Hu Teng; Wei Tong; Heng-Shan Wang; Ying-Ming Pan; Xian-Li Ma

doi:10.3390/molecules22010109

Atom-Economic Synthesis of 4-Pyrones from Diynones and Water

Molecules. 2017 Jan 10;22(1):109. doi: 10.3390/molecules22010109.

Authors

Yan-Li Xu¹, Qing-Hu Teng², Wei Tong³, Heng-Shan Wang⁴, Ying-Ming Pan⁵, Xian-Li Ma⁶

Affiliations

¹ College of Pharmacy, Guilin Medical University, Guilin 541004, China. [email protected].
² State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences of Guangxi Normal University, Guilin 541004, China. [email protected].
³ State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences of Guangxi Normal University, Guilin 541004, China. [email protected].
⁴ State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences of Guangxi Normal University, Guilin 541004, China. [email protected].
⁵ State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences of Guangxi Normal University, Guilin 541004, China. [email protected].
⁶ College of Pharmacy, Guilin Medical University, Guilin 541004, China. [email protected].

Abstract

Transition-metal-free synthesis of 4-pyrones via TfOH-promoted nucleophilic addition/cyclization of diynones and water has been developed. This transformation is simple, atom economical and environmentally benign, providing rapid and efficient access to substituted 4-pyrones.

Keywords: 4-pyrones; diynones; transition-metal-free; water.

MeSH terms

Catalysis*
Cyclization
Diynes / chemical synthesis*
Diynes / chemistry
Molecular Structure
Pyrones / chemical synthesis*
Pyrones / chemistry
Stereoisomerism
Water / chemistry

Substances

Diynes
Pyrones
Water